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Writing · Tag
3 posts on founders. Or browse the full writing index →
Every AI founder pre-Series A scopes their SOC 2 audit like a security project. Six months later they've burned their best engineer and lost the enterprise deal. Here's how to run it as a 90-day sales project — and unlock the pipeline you're already leaving on the table.
AI-native companies need a security model that classic appsec doesn't cover. Agents have credentials. Prompts are an attack surface. Training data leaks. The four-layer security stack I'd build, the controls I'd ship in the first 90 days, and the ones I'd defer.
A full-time CISO costs $200–400K plus equity. A vCISO costs $2–4K a month and gives you 80% of the value at 5% of the burn — until you outgrow them. The math, the deliverables to expect, and the red flags that mean you've hired the wrong one.